1 Overlook Way, Winchester, MA

$1,850,000

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4

Beds

2½

Baths

3,092

Square feet

0.36

Acres

About 1 Overlook Way

Welcome to One Overlook Way in Winchester. This spacious 4+ bedroom center-entrance Colonial is tucked away on a short cul-de-sac off High Street, in a premier location close to Ambrose Elementary School and the Winchester Country Club. The foyer opens to a thoughtfully designed floor plan with wonderful flow for everyday living and entertaining. The generously sized eat-in kitchen features stone countertops and stainless steel appliances and connects to the beautiful dining room. The kitchen also opens naturally into the cozy family room - with gas fireplace, custom built-ins and access to the back and side yard, the family room will be well utilized! A larger front-to-back living room with fireplace and box windows is located off the foyer and is complemented by an adjoining oversized library or playroom. Upstairs, the spacious primary suite offers a private bath with double vanity, full shower and great closet space. Three additional bedrooms feature hardwood floors, generous closets and access to a shared full bath. The third-floor bonus space provides flexible room for guests, a home office or storage. The finished lower level adds even more usable space, with a fireplace and room for exercise, hobbies or relaxation. Enjoy the outdoors in this large, level yard with established plantings, brick patio and plenty of space to entertain. There is a two-car garage plus 300+sf of unfinished space above the garage. Please ask the agent for more information. This home truly has it all. This is one home you do not want to miss.

Open House

Thu, Sep 24th, 2026 @ 5pm - 6:30pm
Fri, Sep 25th, 2026 @ 12pm - 1:30pm
Fri, Sep 25th, 2026 @ 12pm - 1:30pm
Sat, Sep 26th, 2026 @ 11am - 12:30pm
Sun, Sep 27th, 2026 @ 12pm - 1:30pm

Features of 1 Overlook Way

MLS® # 73581571
Price $1,850,000
Bedrooms 4
Bathrooms 2.50
Full Baths 2
Half Baths 1
Square Footage 3,092
Acres 0.36
Year Built 1941
Type Residential
Sub-Type Single Family Residence
Style Colonial
Status Active

Community Information

Address 1 Overlook Way
Area Wedgemere
City Winchester
County Middlesex
State MA
Zip Code 01890

Amenities

Parking Spaces 6
Parking Attached, Garage Door Opener, Paved Drive, Off Street, Paved
# of Garages 2
Is Waterfront No
Has Pool No

Interior

Fireplace Yes
Fireplaces Family Room, Living Room

Exterior

Windows Skylight, Screens

School Information

Elementary Ambrose
Middle Mccall
High Whs

Additional Information

Zoning RDA

Listing Details

Agent Lynne Russo
Office Better Homes and Gardens Real Estate - The Shanahan Group

Listing Map

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